Tag: M.W=200-250

Timmer, Brian J. J. published the artcileAcid-Assisted Direct Olefin Metathesis of Unprotected Carbohydrates in Water, Product Details of C9H16O6, the main research area is disaccharide glycoside chelation galactopyranoside mannoside preparation olefin metathesis minimization; carbene ligands; carbohydrates; homogeneous catalysis; olefin metathesis; synthetic methods.

The ability to use unprotected carbohydrates in olefin metathesis reactions in aqueous media is demonstrated. By using water-soluble, amine-functionalized Hoveyda-Grubbs catalysts under mildly acidic aqueous conditions, the self-metathesis of unprotected alkene-functionalized α-D-manno- and α-D-galactopyranosides could be achieved through minimization of non-productive chelation and isomerization. Cross-metathesis with allyl alc. could also be achieved with reasonable selectivity. The presence of small quantities (2.5 vol %) of acetic acid increased the formation of the self-metathesis product while significantly reducing the alkene isomerization process. These results demonstrate the potential of directly using unprotected carbohydrate structures in olefin metathesis reactions under mild conditions compatible with biol. systems, and thereby enabling their use in, for example, drug discovery and protein derivatization.

Chemistry – A European Journal published new progress about Chelation. 2595-07-5 belongs to class alcohols-buliding-blocks, name is (2R,3R,4S,5R,6R)-2-(Allyloxy)-6-(hydroxymethyl)tetrahydro-2H-pyran-3,4,5-triol, and the molecular formula is C9H16O6, Product Details of C9H16O6.

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Kachholz, T. published the artcileDegradation of long chain alkanes by bacilli. II. Metabolic pathways, Synthetic Route of 58783-82-7, the main research area is Bacillus alkane metabolism temperature.

Five species of bacilli tested at 30° degraded hydrocarbons by cooxidn. A subterminal degradation pathway in these bacilli was proved by the presence of isomeric esters (like the products of Baeyer-Villiger oxidation of ketones), diols, ketols, and diketones. The composition of fatty acids in the lipids of bacilli grown with and without alkane and with position of fatty acids in the lipids of bacilli grown with and without alkane and with labeled n-tridecane suggested a subterminal, partly di-subterminal, pathway. Bacillus stearothermophilus did not grow on alkane as the sole C source even in a thermophilic temperature range; oxidation products were formed in amounts 20-fold less when grown on cooxidn. medium at 50°, compared to product formation on the same medium at 30°.

European Journal of Applied Microbiology and Biotechnology published new progress about Diketones. 58783-82-7 belongs to class alcohols-buliding-blocks, name is 5-Tridecanol, and the molecular formula is C13H28O, Synthetic Route of 58783-82-7.

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Prathima, P. Sai published the artcileCuI/L-proline-catalyzed selective one-step mono-acylation of styrenes and stilbenes, Quality Control of 92093-23-7, the main research area is monoacylated diol preparation copper proline catalyst; styrene stilbene vicinal dioxygenation copper proline catalyst.

Vicinal di-oxygenation of styrene-type olefins was achieved with cheaper, less toxic CuI in the presence of L-proline as ligand and NaIO4 as the oxidant. This approach provides a straightforward and efficient access to mono-acylated diols from both styrene and stilbene derivatives with good to excellent yields and diastereoselectivity.

Tetrahedron Letters published new progress about Acylation. 92093-23-7 belongs to class alcohols-buliding-blocks, name is 1-(4-Bromophenyl)ethane-1,2-diol, and the molecular formula is C8H9BrO2, Quality Control of 92093-23-7.

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Balcerzak, Anna K. published the artcileStructurally diverse disaccharide analogs of antifreeze glycoproteins and their ability to inhibit ice recrystallization, Quality Control of 2595-07-5, the main research area is structure activity antifreeze glycoprotein inhibit ice recrystallization disaccharide preparation; galactosamine disaccharide preparation antifreeze glycoprotein inhibit ice recrystallization.

The β-D-galactosyl-(1,3)-α-N-acetyl-D-galactosamine disaccharide is present in antifreeze glycoproteins (AFGPs). Analogs of this disaccharide including the β-linked (1,3)-, (1,4)-, and (1,6)-galactosyl-N-acetyl galactosamine and the β-(1,3)-galactosyl-galactoside were synthesized and evaluated for ice recrystallization inhibition (IRI) activity. The results from this study demonstrate that the β-linked-(1,4) disaccharide exhibits more potent IRI activity than the native β-linked-(1,3) disaccharide. The C2 N-acetyl group of the disaccharide does not affect IRI activity but in monosaccharides, the presence of the C2 N-acetyl group decreases IRI activity. The current study will facilitate the design of potent small-mol. ice recrystallization inhibitors.

Bioorganic & Medicinal Chemistry Letters published new progress about Antifreeze. 2595-07-5 belongs to class alcohols-buliding-blocks, name is (2R,3R,4S,5R,6R)-2-(Allyloxy)-6-(hydroxymethyl)tetrahydro-2H-pyran-3,4,5-triol, and the molecular formula is C9H16O6, Quality Control of 2595-07-5.

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Cai, Zhongyu published the artcileResponsive Photonic Crystal Carbohydrate Hydrogel Sensor Materials for Selective and Sensitive Lectin Protein Detection, HPLC of Formula: 2595-07-5, the main research area is photonic crystal carbohydrate hydrogel sensor detection lectin; biosensors; carbohydrate hydrogels; copolymerization; lectin proteins detection; photonic crystals.

Lectin proteins, such as the highly toxic lectin protein, ricin, and the immunochem. important lectin, jacalin, play significant roles in many biol. functions. It is highly desirable to develop a simple but efficient method to selectively detect lectin proteins. Here the authors report the development of carbohydrate containing responsive hydrogel sensing materials for the selective detection of lectin proteins. The copolymerization of a vinyl linked carbohydrate monomer with acrylamide and acrylic acid forms a carbohydrate hydrogel that shows specific “”multivalent”” binding to lectin proteins. The resulting carbohydrate hydrogels are attached to 2-D photonic crystals (PCs) that brightly diffract visible light. This diffraction provides an optical readout that sensitively monitors the hydrogel volume The authors use lactose, galactose, and mannose containing hydrogels to fabricate a series of 2-D PC sensors that show strong selective binding to the lectin proteins ricin, jacalin, and Con A. This binding causes a carbohydrate hydrogel shrinkage which significantly shifts the diffraction wavelength. The resulting 2-D PC sensors can selectively detect the lectin proteins ricin, jacalin, and Con A. These unoptimized 2-D PC hydrogel sensors show a limit of detection (LoD) of 7.5 × 10-8 M for ricin, a LoD of 2.3 × 10-7 M for jacalin, and a LoD of 3.8 × 10-8 M for Con A, resp. This sensor fabrication approach may enable numerous sensors for the selective detection of numerous lectin proteins.

ACS Sensors published new progress about Biosensors. 2595-07-5 belongs to class alcohols-buliding-blocks, name is (2R,3R,4S,5R,6R)-2-(Allyloxy)-6-(hydroxymethyl)tetrahydro-2H-pyran-3,4,5-triol, and the molecular formula is C9H16O6, HPLC of Formula: 2595-07-5.

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Houseman, Benjamin T. published the artcileCarbohydrate arrays for the evaluation of protein binding and enzymatic modification, COA of Formula: C13H19NO3, the main research area is carbohydrate array protein binding.

This paper reports a chem. strategy for preparing carbohydrate arrays and utilizes these arrays for the characterization of carbohydrate-protein interactions. Carbohydrate chips were prepared by the Diels-Alder-mediated immobilization of carbohydrate-cyclopentadiene conjugates to self-assembled monolayers that present benzoquinone and penta(ethylene glycol) groups. Surface plasmon resonance spectroscopy showed that lectins bound specifically to immobilized carbohydrates and that the glycol groups prevented nonspecific protein adsorption. Carbohydrate arrays presenting ten monosaccharides were then evaluated by profiling the binding specificities of several lectins. These arrays were also used to determine the inhibitory concentrations of soluble carbohydrates for lectins and to characterize the substrate specificity of β-1,4-galactosyltransferase. Finally, a strategy for preparing arrays with carbohydrates generated on solid phase is shown. This surface engineering strategy will permit the preparation and evaluation of carbohydrate arrays that present diverse and complex structures.

Chemistry & Biology published new progress about Adsorption. 87905-98-4 belongs to class alcohols-buliding-blocks, name is Benzyl (5-hydroxypentyl)carbamate, and the molecular formula is C13H19NO3, COA of Formula: C13H19NO3.

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Kachholz, T. published the artcileDegradation of long chain alkanes by bacillus. I. Development and product formation by bacilli degrading alkanes in the presence of other carbon sources, SDS of cas: 58783-82-7, the main research area is Bacillus alkane oxidation; alc formation Bacillus alkane.

No Bacillus among 14 type strains and 100 soil isolates could assimilate C14-C18 alkanes as sole C source, although 5 type strains could oxidize alkanes in the presence of glucose. When grown with pure n-C13H28, or n-C14H30, the 5 strains gave mainly mixtures of the corresponding secondary alcs., with some ketone and small amounts of primary alcs. B. lentus oxidized C13H28 poorly compared to C14H30. B. stearothermophilus and B. macerans gave ∼10-fold more alcs. than the other species. The extracellular fatty acid composition of B. macerans changed when alkane was added to a glucose-based medium.

European Journal of Applied Microbiology published new progress about Fatty acids. 58783-82-7 belongs to class alcohols-buliding-blocks, name is 5-Tridecanol, and the molecular formula is C13H28O, SDS of cas: 58783-82-7.

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Nkosana, Noreen K. published the artcileSynthesis, kinetics and inhibition of Escherichia coli Heptosyltransferase I by monosaccharide analogues of Lipid A, COA of Formula: C9H16O6, the main research area is drug resistance heptosyltransferase inhibition KDO ulosonic acid preparation; protein dynamic mechanism inhibition HepI enzyme antibiotic antibacterial; mol docking enzyme substrate inhibitor allosteric binding conformation; lipid monosaccharide Escherichia coli kinetic synthesis heptosyltransferase inhibition; Allosterism; AutoDock Vina; GT-B; Glycosyltransferase; Heptosyltransferase; Inhibition kinetics; Inhibitor design; LPS; Lipopolysaccharide; Structural rearrangement.

Gram-neg. bacteria comprise the majority of microbes that cause infections that are resistant to pre-existing antibiotics. The complex cell wall architecture contributes to their ability to form biofilms, which are often implicated in hospital-acquired infections. Biofilms promote antibiotic resistance by enabling the bacteria to survive hostile environments such as UV radiation, pH shifts, and antibiotics. The outer membrane of Gram-neg. bacteria contains lipopolysaccharide (LPS), which plays a role in adhesion to surfaces and formation of biofilms. The main focus of this work was the synthesis of a library of glycolipids designed to be simplified analogs of the Lipid A, the membrane embedded portion component of LPS, to be tested as substrates or inhibitors of Heptosyltransferase I (HepI or WaaC, a glycosyltransferase enzyme involved in the biosynthesis of LPS). Fourteen analogs were synthesized successfully and characterized. While these compounds were designed to function as nucleophilic substrates of HepI, they all demonstrated mild inhibition of HepI. Kinetic characterization of inhibition mechanism identified that the compounds exhibited uncompetitive and mixed inhibition of HepI. Since both uncompetitive and mixed inhibition result in the formation of an Enzyme-Substrate-inhibitor complex, mol. docking studies (using AutoDock Vina) were performed, to identify potential allosteric binding site for these compounds The inhibitors were shown to bind to a pocket formed after undergoing a conformational change from an open to a closed active site state. Inhibition of HepI via an allosteric site suggest that disruption of protein dynamics might be a viable mechanism for the inhibition of HepI and potentially other enzymes of the GT-B structural class.

Bioorganic & Medicinal Chemistry Letters published new progress about Allosterism. 2595-07-5 belongs to class alcohols-buliding-blocks, name is (2R,3R,4S,5R,6R)-2-(Allyloxy)-6-(hydroxymethyl)tetrahydro-2H-pyran-3,4,5-triol, and the molecular formula is C9H16O6, COA of Formula: C9H16O6.

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Gigg, Roy published the artcileUse of the allyl ether as a protecting group in a new synthesis of L-lyxose, Recommanded Product: (2R,3R,4S,5R,6R)-2-(Allyloxy)-6-(hydroxymethyl)tetrahydro-2H-pyran-3,4,5-triol, the main research area is .

Crystalline 2,3,4-tri-O-benzyl-D-galactose was prepared from allyl 6-O-allyl- 2,3,4-tri-O-benzyl-α-D-galactopyranoside by isomerization of the allyl groups to prop-1-enyl groups and removal by dilute-acid hydrolysis. Reduction by NaBH4 gave crystalline 2,3,4-tri-O-benzyl-D- galactitol which was converted into 2,3,4-tri-O-benzyl-L-lyxose by oxidation with NaIO4. Catalytic hydrogenation gave L-lyxose.

Journal of the Chemical Society published new progress about Allyl group. 2595-07-5 belongs to class alcohols-buliding-blocks, name is (2R,3R,4S,5R,6R)-2-(Allyloxy)-6-(hydroxymethyl)tetrahydro-2H-pyran-3,4,5-triol, and the molecular formula is C9H16O6, Recommanded Product: (2R,3R,4S,5R,6R)-2-(Allyloxy)-6-(hydroxymethyl)tetrahydro-2H-pyran-3,4,5-triol.

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Cheng, Hao published the artcileSynthesis and Enzyme-Specific Activation of Carbohydrate-Geldanamycin Conjugates with Potent Anticancer Activity, Product Details of C13H19NO3, the main research area is glycosylation enzyme prodrug therapy galactosidase synthesis geldanamycin antitumor monosaccharide; human geldanamycin synthesis anticancer antibiotic Hsp90 glucosidase inhibitor hydroxymethydihydroxypyrrolidine.

Geldanamycin (GA) is a potent anticancer antibiotic that inhibits Hsp90. Its potential clin. utility is hampered by its severe toxicity. To alleviate this problem, we synthesized a series of carbohydrate-geldanamycin conjugates for enzyme-specific activation to increase tumor selectivity. The conjugation was carried out at the C-17-position of GA. Their anticancer activity was tested in a number of cancer cell lines. The enzyme-specific activation of these conjugates was evaluated with β-galactosidase and β-glucosidase. Evidently, glycosylation of C-17-position converted GA to an inactive prodrug before enzyme cleavage. Glucose-GA, as pos. control, showed anticancer activity with IC50 of 70.2-380.9 nM in various cancer cells by β-glucosidase activation inside of the tumor cells, which was confirmed by 3-fold inhibition using β-glucosidase specific inhibitor [2,5-dihydroxymethy-3,4-dihydroxypyrrolidine (DMDP)]. Compared to glucose-GA, galactose- and lactose-GA conjugates exhibited much less activity with IC50 greater than 8000-25 000 nM. However, when galactose- and lactose-GA were incubated with β-galactosidase in the cells, their anticancer activity was enhanced by 3- to 40-fold. The results suggest that GA can be inactivated by glycosylation of C-17-position and reactivated for anticancer activity by β-galactosidase. Therefore, galactose-GA can be exploited in antibody-directed enzyme prodrug therapy (ADEPT) with β-galactosidase for enzyme-specific activation in tumors to increase tumor selectivity.

Journal of Medicinal Chemistry published new progress about Antibiotics. 87905-98-4 belongs to class alcohols-buliding-blocks, name is Benzyl (5-hydroxypentyl)carbamate, and the molecular formula is C13H19NO3, Product Details of C13H19NO3.

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts